Home History
| England League 2 | 2015/12/19 15:00 | Leyton Orient v Yeovil | D | 1-1 |
| England FA Cup | 2015/12/15 19:45 | Scunthorpe v Leyton Orient | L | 3-0 |
| England League 2 | 2015/12/12 15:00 | Mansfield v Leyton Orient | D | 1-1 |
| England FA Cup | 2015/12/05 15:00 | Leyton Orient v Scunthorpe | D | 0-0 |
| England League 2 | 2015/11/28 15:00 | Leyton Orient v AFC Wimbledon | D | 1-1 |
| England League 2 | 2015/11/24 19:45 | Plymouth v Leyton Orient | D | 1-1 |
| England League 2 | 2015/11/21 15:00 | Leyton Orient v York | W | 3-2 |
| England League 2 | 2015/11/15 12:15 | Hartlepool v Leyton Orient | L | 3-1 |
Away History
| England League 2 | 2015/12/19 15:00 | Northampton v Portsmouth | W | 1-2 |
| England League 2 | 2015/12/12 15:00 | Portsmouth v Hartlepool | W | 4-0 |
| England FA Cup | 2015/12/05 15:00 | Portsmouth v Accrington Stanley | W | 1-0 |
| England League 2 | 2015/11/28 15:00 | Wycombe v Portsmouth | D | 2-2 |
| England League 2 | 2015/11/24 19:45 | Portsmouth v York | W | 6-0 |
| England League 2 | 2015/11/21 15:00 | Carlisle v Portsmouth | D | 2-2 |
| England League 2 | 2015/11/15 14:30 | Portsmouth v AFC Wimbledon | D | 0-0 |
| England FA Cup | 2015/11/07 15:00 | Portsmouth v Macclesfield | W | 2-1 |